Prior to joining WFAN, Benigno was a frequent caller to the station and was known on-air as "Joe from Saddle River."

His first taste of radio experience occurred in 1994, when he guest-hosted a show on WFAN as a result of winning a contest held by the station.

After Rosenberg resigned from the station on September 12, 2005, Benigno became the sole host of the midday show until January 2007, when he was paired with Evan Roberts.

[3] On April 25, 2013, Benigno faced criticism for jokingly saying he would "buy drugs for Tyrann Mathieu" if the New York Jets drafted him.

[7] In response to the lawsuit, Benigno was placed on an indefinite leave of absence from the station, returning on a regular basis on September 10, 2018.